It turns out that this was fairly hard data to compile. The easiest set of data came from the Brown-Forman annual report. They list their distilleries and their sales volume in clear terms. The rest of the distilleries were not nearly as clear. Further Heaven Hill, a giant, is not public so don't need disclose an annual report.

In any case it became really clear really early that this bet devolved into 'does Jack Daniels outsell the rest of the American Whiskey industry by itself?'

Surprisingly, the answer is 'its actually close'. Here is an article that summarizes similar results to what I found: https://www.thespiritsbusiness.com/2018/06/world-whiskey-bra....

Dickel is the next biggest non-KY distillery that doesn't show up on this list. They are effectively .1 additional 9l cases combined. The crafts are .007.

In any case, I'll concede the bet. Let me know the charity.